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Hydrochloric Acid → Methyl 4-amino-2-(piperidin-3-ylamino)-1,3-thiazole-5-carboxylate dihydrochloride

HRID 57698
Notes
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Reaction equation

HRID 57698 reaction equation
[NH2:1][C:2]1[N:3]=[C:4]([NH:11][CH:12]2[CH2:17][CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13]2)[S:5][C:6]=1[C:7]([O:9][CH3:10])=[O:8].[ClH:25]>O1CCOCC1>[ClH:25].[ClH:25].[NH2:1][C:2]1[N:3]=[C:4]([NH:11][CH:12]2[CH2:17][CH2:16][CH2:15][NH:14][CH2:13]2)[S:5][C:6]=1[C:7]([O:9][CH3:10])=[O:8]
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 59313133HCID 59313133, compound

Product 1

HCID 86698064Methyl 4-amino-2-(piperidin-3-ylamino)-1,3-thiazole-5-carboxylate dihydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Analogously to the preparation of Example 38A, 150 mg (0.39 mmol) of tert-butyl 3-{[4-amino-5-(methoxycarbonyl)-1,3-thiazol-2-yl]amino}piperidine-1-carboxylate and 20 ml of hydrochloric acid in dioxane (4M) gave 130 mg (99% of theory) of the product as a solid.

Sources & evidence

ORD record
ord-6b661af7b1424f7e9c26d31d411c1b06
Source dataset
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09434731B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes